60951-03-3Relevant articles and documents
Catalytic cleavage and reformation of ethereal σ-bonds
Murai, Masahito,Origuchi, Kazuki,Takai, Kazuhiko
supporting information, p. 927 - 930 (2018/07/15)
Ether-exchange reaction of alkyl aryl ethers with alcohols and thiols via the cleavage of the C(sp2)-O bond is described. Bi(OTf)3 was found to be a most effective catalyst, and etherification of fused-aromatic ethers proceeded efficiently. Monitoring of reactions revealed conceptually new transether-ification between two different ethers, which can be regarded as single-bond metathesis under the same reaction conditions.
Nucleophilic ipso-Substitution of Aryl Methyl Ethers through Aryl C-OMe Bond Cleavage; Access to Functionalized Bisthiophenes
Mishra, Abhishek Kumar,Verma, Ajay,Biswas, Srijit
, p. 3403 - 3410 (2017/04/13)
A metal and solvent free strategy to functionalize aryl methyl ethers through direct nucleophilic substitution of aryl C-OMe bond has been described. A wide range of O, S, N, and C-centered uncharged nucleophiles has been successfully employed. Using this protocol, functional derivatives of bisthiophene have been synthesized in a straightforward way. The reactions are highly atom-efficient and generate methanol as the only byproduct.
Bismuth(III)-catalyzed dehydrative etherification and thioetherification of phenolic hydroxy groups
Murai, Masahito,Origuchi, Kazuki,Takai, Kazuhiko
supporting information, p. 3828 - 3831 (2014/08/05)
Use of a bismuth catalyst allowed efficient dehydrative substitution of phenolic hydroxy groups with alcohols and thiols to form C-O and C-S bonds. The reaction required equimolar amounts of two readily available substrates that generated H2O as the only byproduct. The relatively mild reaction conditions were compatible with the functional groups selected, and provided excellent chemoselectivity.